CN1216437A - Fungicidal mixtures - Google Patents

Fungicidal mixtures Download PDF

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Publication number
CN1216437A
CN1216437A CN97194011A CN97194011A CN1216437A CN 1216437 A CN1216437 A CN 1216437A CN 97194011 A CN97194011 A CN 97194011A CN 97194011 A CN97194011 A CN 97194011A CN 1216437 A CN1216437 A CN 1216437A
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alkyl
formula
chemical compounds
iii
compound
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R·米勒
H·拜尔
H·萨特
E·阿莫曼
G·洛兰茨
S·斯特拉丝曼
K·夏尔伯格
D·马比斯
J·莱扬德克
B·米勒
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BASF SE
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BASF SE
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    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N37/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids
    • A01N37/52—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids containing groups, e.g. carboxylic acid amidines
    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/48—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with two nitrogen atoms as the only ring hetero atoms
    • A01N43/54—1,3-Diazines; Hydrogenated 1,3-diazines
    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/64—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with three nitrogen atoms as the only ring hetero atoms
    • A01N43/647—Triazoles; Hydrogenated triazoles
    • A01N43/653—1,2,4-Triazoles; Hydrogenated 1,2,4-triazoles
    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N47/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid
    • A01N47/08—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid the carbon atom having one or more single bonds to nitrogen atoms
    • A01N47/10—Carbamic acid derivatives, i.e. containing the group —O—CO—N<; Thio analogues thereof
    • A01N47/24—Carbamic acid derivatives, i.e. containing the group —O—CO—N<; Thio analogues thereof containing the groups, or; Thio analogues thereof

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  • Life Sciences & Earth Sciences (AREA)
  • Agronomy & Crop Science (AREA)
  • Pest Control & Pesticides (AREA)
  • Plant Pathology (AREA)
  • Health & Medical Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Dentistry (AREA)
  • General Health & Medical Sciences (AREA)
  • Wood Science & Technology (AREA)
  • Zoology (AREA)
  • Environmental Sciences (AREA)
  • Agricultural Chemicals And Associated Chemicals (AREA)

Abstract

This invention concerns fungicide mixtures containing in a synergistically effective amount a) an oxime ether of the formula (I), in which the substituents have the following meaning: X is oxygen or amino (NH), Y is CH or N; Z is oxygen, sulphur, amino (NH) or C1-C4-alkyl amino (N-C1-C4-alkyl); R' is C1-C6-alkyl, C1-C6-alkyl halide, C3-C6-alkenyl, C2-C6-alkenyl halide, C3-C6-alkinyl, C3-C6-alkinyl halide, C3-C6-cycloalkyl-methyl or benzyl, which can be either partially or completely halogenated and/or can carry one to three of the following radicals: cyano, C1-C4-alkyl, C1-C4-alkyl halide, C1-C4-alkoxy, C1-C4-alkoxy halide, and C1-C4-alkylthio, and/or b) a carbamate of the formula (II), in which T stands for CH or N, n is 0, 1 or 2, and R stands for halogen, C1-C4-alkyl, C1-C4-alkyl halide, where the radicals R can be different if n is 2, and c(+/-)-(2-chlorophenyl)4-chlorophenyl)(pyrimidin-5-yl)-methanol (III).

Description

Fungicidal mixture
The present invention relates to Fungicidal mixture, it comprises the synergistic activity amount
A) the oxime ether of formula II
Figure A9719401100051
Wherein substituting group has following connotation:
X is oxygen or amino (NH);
Y is CH or N;
Z is oxygen, sulphur, amino (NH) or C 1-C 4-alkyl amino (N-C 1-C 4-alkyl);
R ' is C 1-C 6-alkyl, C 1-C 6-haloalkyl, C 3-C 6-alkenyl, C 2-C 6-halogenated alkenyl, C 3-C 6-alkynyl, C 3-C 6-halo alkynyl, C 3-C 6-methyl cycloalkyl, or benzyl, this benzyl can be part or all of halo and/or can have one to three following groups to connect thereon: cyano group, C 1-C 4-alkyl, C 1-C 4-haloalkyl, C 1-C 4-alkoxyl, C 1-C 4-halogenated alkoxy and C 1-C 4-alkylthio group;
And/or
B) carbamate of formula II
Figure A9719401100052
Wherein T is CH or N, and n is 0,1 or 2, and R is halogen, C 1-C 4-alkyl or C 1-C 4-haloalkyl, when n is 2 radicals R can be different and
C) (±) of formula III-(2-chlorphenyl) (4-chlorphenyl) (pyrimidine-5-yl) methyl alcohol
And, the present invention relates to mixture methods for fighting harmful mushrooms, and relate to the application that chemical compounds I and compound ii prepare this mixture with chemical compounds I and II.
Formula I compound, its preparation and its effect to harmful fungoid have been disclosed in the document (WO-A95/21,153, WO95/21154, DE-A19528651.0).
Formula II compound, its preparation and its effect to harmful fungoid be described in WO-A96/01 already, in 256 and WO-A96/01,258.
Formula III compound (GB-A 1,218, and 623; Fenarimol), its preparation and its effect to harmful fungoid be also open common name:.
The purpose of this invention is to provide harmful fungoid is had the mixture (Synergistic blend) that the active component total amount is used in improved action and reduction, purpose is to make these known compound amounts of application to reduce and improves its action spectrum.
Therefore, we find that this purpose realizes by the mixture of beginning definition.And we find, by together or respectively administered compound I and/or II and compound III simultaneously, or administered compound I and/or II and compound III successively, can be than using independent compound prevent and treat harmful fungoid better.
The present invention includes the binary mixture of chemical compounds I and III or II and III, also comprise the mixture of chemical compounds I, II and III.
Particularly, in the oxime ether of general formula I representative, preferably wherein X be oxygen and Y be CH or wherein X be that amino and Y are N.
In addition, preferably those wherein Z be the chemical compounds I of oxygen.
Equally, preferably those wherein R ' be the chemical compounds I of alkyl or benzyl.
For using in the Synergistic blend of the present invention, particularly preferred chemical compounds I is to come together in the following table those for it:
Table 1.
Formula I A compound, wherein for each compound, ZR ' is corresponding to the delegation in the Table A
Figure A9719401100071
Table 2.
Formula I B compound, wherein for each compound, ZR ' is corresponding to the delegation in the Table A
Figure A9719401100081
Table A:
Sequence number ????ZR＇
????Ⅰ.1 ????O-CH 2CH 2CH 3
????Ⅰ.2 ????O-CH(CH 3) 2
????Ⅰ.3 ????O-CH 2CH 2CH 2CH 3
????Ⅰ.4 ????O-CH(CH 3)CH 2CH 3
????Ⅰ.5 ????O-CH 2CH(CH 3) 2
????Ⅰ.6 ????O-C(CH 3) 3
????Ⅰ.7 ????S-C(CH 3) 3
????Ⅰ.8 ????O-CH(CH 3)CH 2CH 2CH 3
????Ⅰ.9 ????O-CH 2C(CH 3) 3
????Ⅰ.10 ????O-CH 2C(Cl)=CCl 2
????Ⅰ.11 ????O-CH 2CH=CH-Cl(trans)
????Ⅰ.12 ????O-CH 2C(CH 3)=CH 2
????Ⅰ.13 ????O-CH 2-(cyclopropyl)
????Ⅰ.14 ????O-CH 2-C 6H 5
????Ⅰ.15 ????O-CH 2-[4-F-C 6H 4]
????Ⅰ.16 ????O-CH 2CH 3
????Ⅰ.17 ????O-CH(CH 2CH 3) 2
Because have the two keys of C=Y, formula I compound can exist E or Z configuration (with respect to carboxylic acid functional).Therefore, under each situation, they can be used for mixture of the present invention with pure E or Z isomer or with the E/Z isomer mixture.Preferably use E/Z isomer mixture or E isomer, particularly preferably be the E isomer of chemical compounds I.
The two keys of the C=N of the oxime ether group on the side chain of chemical compounds I can pure E or Z isomer or the existence of E/Z isomer mixture form under each situation.Chemical compounds I can be used in the mixture of the present invention with its isomer mixture or pure isomer.For its use, particularly preferred chemical compounds I be those wherein the not end oxime ether on side chain be cis configuration (OCH 3Group is with respect to ZR ') chemical compounds I.
Because their fundamental characteristics, chemical compounds I, II and III can form addition product or salt with inorganic or organic acid or with metal ion.
Especially, in the carbamate of formula II representative, preferred wherein substituent combination is corresponding to the delegation in the following table:
Table 3:
Sequence number ????T ????R n
????Ⅱ.1 ????N ????2-F
????Ⅱ.2 ????N ????3-F
????Ⅱ.3 ????N ????4-F
????Ⅱ.4 ????N ????2-Cl
????Ⅱ.5 ????N ????3-Cl
????Ⅱ.6 ????N ????4-Cl
????Ⅱ.7 ????N ????2-Br
Sequence number ????T ????R n
????Ⅱ.8 ????N ????3-Br
????Ⅱ.9 ????N ????4-Br
????Ⅱ.10 ????N ????2-CH 3
????Ⅱ.11 ????N ????3-CH 3
????Ⅱ.12 ????N ????4-CH 3
????Ⅱ.13 ????N ????2-CH 2CH 3
????Ⅱ.14 ????N ????3-CH 2CH 3
????Ⅱ.15 ????N ????4-CH 2CH 3
????Ⅱ.16 ????N ????2-CH(CH 3) 2
????Ⅱ.17 ????N ????3-CH(CH 3) 2
????Ⅱ.18 ????N ????4-CH(CH 3) 2
????Ⅱ.19 ????N ????2-CF 3
????Ⅱ.20 ????N ????3-CF 3
????Ⅱ.21 ????N ????4-CF 3
????Ⅱ.22 ????N ????2,4-F 2
????Ⅱ.23 ????N ????2,4-Cl 2
????Ⅱ.24 ????N ????3,4-C1 2
????Ⅱ.25 ????N ????2-C1,4-CH 3
????Ⅱ.26 ????N ????3-C1,4-CH 3
????Ⅱ.27 ????CH ????2-F
????Ⅱ.28 ????CH ????3-F
????Ⅱ.29 ????CH ????4-F
????Ⅱ.30 ????CH ????2-Cl
????Ⅱ.31 ????CH ????3-Cl
????Ⅱ.32 ????CH ????4-C1
????Ⅱ.33 ????CH ????2-Br
????Ⅱ.34 ????CH ????3-Br
????Ⅱ.35 ????CH ????4-Br
????Ⅱ.36 ????CH ????2-CH 3
????Ⅱ.37 ????CH ????3-CH 3
????Ⅱ.38 ????CH ????4-CH 3
????Ⅱ.39 ????CH ????2-CH 2CH 3
????Ⅱ.40 ????CH ????3-CH 2CH 3
????Ⅱ.4l ????CH ????4-CH 2CH 3
????Ⅱ.42 ????CH ????2-CH(CH 3) 2
????Ⅱ.43 ????CH ????3-CH(CH 3) 2
????Ⅱ.44 ????CH ????4-CH(CH 3) 2
????Ⅱ.45 ????CH ????2-CF 3
????Ⅱ.46 ????CH ????3-CF 3
Sequence number ????T ????R n
????Ⅱ.47 ????CH ????4-CF 3
????Ⅱ.48 ????CH ????2,4-F 2
????Ⅱ.49 ????CH ????2,4-C1 2
????Ⅱ.50 ????CH ????3,4-C1 2
????Ⅱ.51 ????CH ????2-C1,4-CH 3
????Ⅱ.52 ????CH ????3-Cl,4-CH 3
Compound ii .12, II .23, II .32 and II .38 are particularly preferred.
Representative examples of mineral pigments is halogen acids such as hydrofluoric acid, hydrochloric acid, hydrobromic acid and hydroiodic acid, sulfuric acid, phosphoric acid and nitric acid.
The organic acid that is fit to is (for example) formic acid, carbonic acid and alkanoic acid such as acetate, trifluoroacetic acid, trichloroacetic acid and propionic acid, and glycolic, thiocyanic acid, lactic acid, succinic acid, citric acid, benzoic acid, cinnamic acid, oxalic acid, alkyl sulfonic acid (sulfonic acid) with straight or branched alkyl group of 1 to 20 carbon atom, aryl sulfonic acid or aryl disulfonic (aromatic group such as phenyl and naphthyl, they have one or two company's sulfo group thereon), alkyl phosphonic acid (phosphonic acids) with straight or branched alkyl group of 1 to 20 carbon atom, arylphosphonic acid or aryl di 2 ethylhexyl phosphonic acid (aromatic group such as phenyl and naphthyl, they have one or two company phosphonic acids residue thereon), for the alkyl or aryl group, also have other substituting group and connect thereon, for example p-methyl benzenesulfonic acid, salicylic acid, Para-amino-salicylic acid, the 2-phenoxy benzoic acid, 2-acetoxy-benzoic acid etc.
The metal ion (especially) that is fit to is second major element, particularly calcium and magnesium, third and fourth major element, particularly aluminium, tin and lead and first to eight subgroup element, the particularly chromium, manganese, iron, cobalt, nickel, copper, zinc and other ion.Particularly preferably be the metal ion of each secondary group element of period 4.These metals can exist with the various prices that they can occur.
When the preparation mixture, preferably adopt pure active component I, II and III, and if necessary, they can with other controlling harmful fungi or other murder the active component of worm such as insect, acarian or nematode, or mix with active component weeding or growth regulating or chemical fertilizer.
The mixture of chemical compounds I and/or II and III, or simultaneously together or chemical compounds I and/or II and the III used respectively,, particularly Ascomycetes, deuteromycetes, Basidiomycetes and Phycomycetes are had outstanding effect to the plant pathogenic fungi of wide spectrum.In them some have systemic action, therefore can be as the fungicide of blade face and soil effect.
They are particular importance aspect the many plant pathogenic fungis that prevent and treat on various crops such as cotton, vegetables (for example cucumber, beans and cucumber class), barley, dogstail, oat, coffee, corn, fruit, rice, rye, soybean, grape, wheat, ornamental plants, sugarcane and the various seed.
They are particularly suitable for preventing and treating the following plants disease fungus: the standing grain powdery mildew on the cereal class (Erysiphe graminia), two spore powdery mildews (Erysiphe cichoracearum) on the cucumber and Siberian cocklebur monofilament shell bacterium (Sphaerotheca fuliginea), apple mildew handle coccus (Podosphaera leucotricha) on the apple, grape powdery mildew snag shell mould (Uncinulanecator) on the grape, handle rest fungus (Puccinia) on the cereal class, cotton, rhizoctonia on rice and the lawn (Rhizoctonia), smut on cereal class and the sugarcane (Ustilago), venturia inaequalis on the apple (Venturia inaequalis), length on the cereal class spore bacterium (Helminthosporium) that wriggles, rye beak spore (Rhynchosporium secalis) on the wheat, rot bacterium (Septoria nodorum), strawberry, vegetables, botrytis cinerea on ornamental plants and the grape (Botrytis cinera), peanut tail spore bacterium (Cercospora arachidicola) on the peanut, eye spot bacterium on wheat and the barley (Pseudocercospora herpotophthora), Magnaporthe grisea on the rice (Pyricularia oryzae), phytophthora infestan on potato and the tomato (Phytophthora infestans), grape on the grape is given birth to single shaft mould (Plasmoparaviticola), alternaric bacteria on vegetables and the fruit (Alternaria), and sickle-like bacteria (Fusarium) and verticillium sp (Verticillium).
In addition, they can be used in the protection of material (for example, the protection of timber), for example prevent and treat paecilomyces varioti (Paecilomhces variotii).
Chemical compounds I and/or II and III can be used simultaneously together or respectively or successively, and when using respectively, order of administration does not influence the effect of prophylactico-therapeutic measures usually.
Chemical compounds I and/or II and III are usually with 10: 1 to 0.1: 1, preferred 5: 1 to 0.2: 1, particularly 3: 1 to 0.3: 1 weight ratio use.
The difference of the character of the effect that foundation is required, the usage amount of mixture of the present invention is generally 0.01 to 3 kg/ha, preferred 0.01 to 1.5 kg/ha, particularly 0.01 to 0.5 kg/ha.
Under the situation of chemical compounds I and/or II, amount of application generally is 0.005 to 0.5 kg/ha, preferably 0.005 to 0.5 kg/ha, particularly 0.005 to 0.3 kg/ha.
Correspondingly, under the situation of compound III, amount of application generally is 0.005 to 0.5 kg/ha, preferred 0.01 to 0.5 kg/ha, particularly 0.01 to 0.3 kg/ha.
Handle kind of a period of the day from 11 p.m. to 1 a.m, the amount of application of mixture is 0.001 to 10 gram/kilogram seed normally, preferred 0.01 to 10 gram/kilogram seed, particularly 0.01 to 8 gram/kilogram.
If what be intended to prevent and treat is plant pathogenic fungi, then by before seed, plant or sowing or the soil before or after after planting plant sprouts spray or dust, the mixture of administered compound I and/or II and compound III or chemical compounds I and/or II and III separately or together.
Synergistic blend of the present invention or chemical compounds I and/or II or III, can be processed into (for example) directly spray solution, powder and form of suspension, or high concentration aqueous suspension, oil suspending agent or other suspending agent, dispersion liquid, emulsion, oily dispersion liquid, paste, pulvis, the material that is used to spread fertilizer over the fields or granule, and can be by spraying, atomizing, dust, spread fertilizer over the fields or pour use.Method of application depends on the purpose of use; Under each situation, should guarantee that the dispersion of mixture of the present invention is trickle as much as possible and even.
Preparation is produced in itself known mode, for example, adds solvent and/or carrier.Inert additwe such as emulsifier or dispersant are commonly used to mix with preparation.
The surfactant that is fit to is a for example lignosulphonic acid of aromatic sulfonic acid, phenolsulfonic acid, the alkali metal salt of naphthalene sulfonic acids and dibutyl naphthalene sulfonic acids, alkali salt and ammonium salt, and fatty acid, alkyl sulfonic acid and alkyl aryl sulphonic acid, alkylsurfuric acid, the alkali metal salt of lauryl ether sulfuric acid and fatty alcohol sulphuric acid, alkali salt and ammonium salt, and Sulfated 16-, 17-and the salt of octadecanol or fatty alcohol glycol ethers, the condensation product of sulfonated naphthalene and its derivative and formaldehyde, the condensation product of naphthalene or naphthalene sulfonic acids and phenol and formaldehyde, polyoxyethylene octylphenol ether, the iso-octyl of ethoxylation-, octyl group-or nonyl phenol, the polyglycol ether of alkylphenol or tributyl phenyl, alkyl aryl polyether alcohol, different tridecanol, fatty alcohol/ethylene oxide condensate, ethoxylated castor oil, polyoxyethylene alkyl ether or polyoxypropylene, laruyl alcohol polyglycol ether acetic acid esters, sorbitan ester, lignin sulfite waste liquor or methylcellulose.
Pulvis, spread fertilizer over the fields material and the agent of dusting can prepare by the mixture of chemical compounds I and/or II or III or chemical compounds I and/or II and III is mixed or grinds with solid carrier.
Granule (for example, coating, dipping or homogeneous particle agent) normally prepares on the solid carrier by one or more reactive compounds are attached to.
The reality of operable filler and solid carrier on the contrary ore is native as silica gel, silica, silica type, silicate, talcum, kaolin, lime stone, lime, chalk, bole, loess, potter's clay, dolomite, diatomite, calcium sulphate, magnesium sulfate, magnesia, the synthetic material that grinds, with chemical fertilizer such as ammonium sulfate, ammonium phosphate, ammonium nitrate, urea, and plant product such as flour, bark powder, wood powder and shuck powder, cellulose powder, perhaps other solid carrier.
Usually contain the chemical compounds I of 0.1 to 95% (weight), preferred 0.5 to 90% (weight) and/or the mixture of one of II or III or chemical compounds I and/or II and III in the preparation.The purity of the active component that adopts is 90% to 100%, preferred 95% to 100% (according to NMR or HPLC spectrum).
Chemical compounds I and/or II and III or mixture or corresponding preparation, be chemical compounds I and/or II and the III that mixture by using the Fungicidally active amount or (under situation about using respectively) are used the Fungicidally active amount, handle fungi or processing and be intended to prevent and kill off that plant, seed, soil, zone, material or the space of harmful fungoid use.Use can be carried out before or after infecting at harmful fungoid.
The Fungicidally active of these compounds and mixture illustrates with following experiment:
It is 10% emulsion that active component is processed the concentration that is formed in the following mixture separately or together: the Nekanil of the cyclohexanone of 70% (weight), 20% (weight) LN (Lutensol AP6 is based on the wetting agent with emulsification and peptizaiton of ethoxylated alkylphenol) and the Emulphor of 10% (weight) EL (Emulan EL is based on the emulsifier of ethoxylized fatty alcohol).And be diluted with water to desired concn.
Estimate by definite susceptible leaf area percentage, and these fraction values are changed into effectiveness.It is to calculate [R.S.Colby, " weeds [Weeds] " 15,20-22 (1967)] with the Colby formula that the expection of mixture of active principles is renderd a service, and makes comparisons with actual measurement effectiveness.
The Colby formula:
E=x+y-xy/100
Expection effectiveness when E uses the mixture of active components A and B with concentration a and b is represented with the % with respect to untreated control
Effectiveness when x uses active components A with concentration a is represented with the % with respect to untreated control
Effectiveness when y uses active component B with concentration b is represented with the % with respect to untreated control.
Rendeing a service (W) uses the Abbot formula to calculate
W=(1-α)100/β
α handles the fungal infection % of plant
β is the fungal infection % of plant of being untreated.
Effectiveness is 0 to refer to the identical of gradient of infection and untreated control; Effectiveness is that the plant that 100 fingers are handled does not infect.
Embodiment 1-7 is to the therapeutic action of wheat leaf rust (Puccinia recondita)
The growing and cultivation kind is dusted with leaf rust bacterium (Puccinia recondita) spore for the blade of the potted plant wheat seedling of " Fr ü hgold ".To place 24 hours in upper air temperature degree (90-95%) culturing room of basin under 20 to 22 ℃ afterwards.During this period, spore germination, germ tube penetrates leaf tissue.Second day, use the aqueous compositions spraying of the reactive compound of preparing by the mother liquor of 10% active component, 63% cyclohexanone and 27% emulsifier up to the downward drip point of droplet susceptible plant.After the spraying liquid layer becomes dry, the test plant was placed 7 days in the greenhouse under 20-22 ℃ and the 65-70% relative moisture.Determine the fungi occurring degree on the blade afterwards.
The percentage of infection blade area of range estimation is done calibration with untreated control, change into and render a service %.Effectiveness be 0 degree that refer to infect with untreated control in identical, effectiveness is 100% to be 0% infection.With Colby formula (Colby S.R. " the calculating synergy of combinations of herbicides and antagonism response (Calculating synergistic and antagonistic responses of herbicidecombinations) " " weeds " 15, p20-22,1967) expection of determining the reactive compound combination is renderd a service, and compares with actual measurement effectiveness.
Table 4
Embodiment Reactive compound The concentration of reactive compound (ppm) in the spray liquid Effectiveness % with respect to untreated control
?1v Contrast (being untreated) (100% infects) ????0
?2v ?A=Tab.1A,NO.2 ????6.3 ????3.1 ????30 ????0
?3v ?B=Tab.lA,No.4 ????3.1 ????10
?4v III=Fenarimol ????6.3 ????3.1 ????70 ????0
Table 5:
Embodiment Activity compound concentration in the spray liquid (ppm) Actual measurement is renderd a service Calculate and render a service *)
?5 ????6.3A ????+ ????3.1?Ⅲ ????90 ????79
?6 ????3.1A ????+ ????3.1?Ⅲ ????40 ????0
?7 ????3.1B ????+ ????3.1?Ⅲ ????50 ????10
* calculate the effect of embodiment 8-15 with the Colby formula to wheat leaf rust (Puccinia recondita)
The growing and cultivation kind is dusted with leaf rust bacterium (Puccinia recondita) spore for the blade of the potted plant wheat seedling of " Fr ü hgold ".To place 24 hours in high air humidity (90-95%) culturing room of basin under 20 to 22 ℃ afterwards.During this period, spore germination, germ tube penetrates leaf tissue.Second day, use the aqueous compositions spraying of the reactive compound of preparing by the mother liquor of 10% active component, 63% cyclohexanone and 27% emulsifier up to the downward drip point of droplet susceptible plant.After the spraying liquid layer becomes dry, the test plant was placed 7 days in the greenhouse under 20-22 ℃ and the 65-70% relative moisture.Determine the fungi occurring degree on the blade afterwards.
The percentage of infection blade area of range estimation is done calibration with untreated control, change into and render a service %.Effectiveness be 0 degree that refer to infect with untreated control in mutually in, effectiveness is 100% to be 0% infection.Determine the expection effectiveness that reactive compound makes up with Colby formula (Colby S.R. " the calculating synergy of combinations of herbicides and antagonism response " " weeds " 15, p20-22,1967), and compare with actual measurement effectiveness.
Table 6:
Embodiment Reactive compound Activity compound concentration in the spray liquid (ppm) Render a service %
?8v Contrast (being untreated) (90% infects) ????0
?9v The No. II .32 compound=C of table 3 ????3.1 ????1.6 ????0
?10v The No. II .38 compound=D of table 3 ????3.1 ????1.6 ????70 ????0
?11v III=Fenarimol ????12.5 ????6.3 ????20 ????0
Table 7:
Embodiment Activity compound concentration in the spray liquid (ppm) Actual measurement is renderd a service Calculate and render a service *)
?12 ????3.1C ????+ ????12.5?Ⅲ ????40 ????20
13 ????1.6C ????+ ????6.3?Ⅲ ????25 ????0
?14 ????3.1D ????+ ????12.5?Ⅲ ????90 ????76
?15 ????1.6D ????+ ????6.3?Ⅲ ????30 ????0

Claims (8)

1. Fungicidal mixture, it comprises the synergistic activity amount
A) the oxime ether of formula I
Figure A9719401100021
Wherein substituting group has following connotation:
X is oxygen or amino (NH);
Y is CH or N;
Z is oxygen, sulphur, amino (NH) or C 1-C 4-alkyl amino (N-C 1-C 4-alkyl);
R ' is C 1-C 6-alkyl, C 1-C 6-haloalkyl, C 3-C 6-alkenyl, C 2-C 6-halogenated alkenyl, C 3-C 6-alkynyl, C 3-C 6-halo alkynyl, C 3-C 6-methyl cycloalkyl or benzyl, this benzyl can be part or all of halo and/or can have one to three following groups to connect thereon: cyano group, C 1-C 4-alkyl, C 1-C 4-haloalkyl, C 1-C 4-alkoxyl, C 1-C 4-halogenated alkoxy and C 1-C 4-alkylthio group;
And/or
B) carbamate of formula II
Figure A9719401100022
Wherein T is CH or N, and n is 0,1 or 2, and R is halogen, C 1-C 4-alkyl or C 1-C 4-haloalkyl, when n is 2 radicals R can be different and
C) (±) of formula III-(2-chlorphenyl) (4-chlorphenyl) (pyrimidine-5-yl) methyl alcohol
Figure A9719401100031
2. according to the Fungicidal mixture of claim 1, wherein the weight ratio of chemical compounds I and/or II and compound III is 10: 1 to 0.1: 1.
3. methods for fighting harmful mushrooms, it comprises with the formula III compound treatment harmful fungoid described in the formula I described in the claim 1 and/or II compound and the claim 1, their environment or plant, seed, soil, zone, material or the space that is intended to not be subjected to fungal infection.
4. according to the method for claim 3, wherein the compound III described in the chemical compounds I described in the claim 1 and/or II and the claim 1 is used simultaneously together or respectively or successively.
5. according to the method for claim 3, wherein chemical compounds I described in the claim 1 and/or II are handled harmful fungoid, their environment or plant, seed, soil, zone, material or the space that is intended to not be subjected to fungal infection with the amount of 0.005 to 0.5 kg/ha.
6. according to the method for claim 3, wherein the compound III described in the claim 1 is handled harmful fungoid, their environment or plant, seed, soil, zone, material or the space that is intended to not be subjected to fungal infection with the amount of 0.05 to 0.5 kg/ha.
7. the application for preparing the Fungicidally active Synergistic blend of claim 1 according to the chemical compounds I described in the claim 1 and/or II.
8. the application for preparing the Fungicidally active Synergistic blend of claim 1 according to the compound III described in the claim 1.
CN97194011A 1996-04-26 1997-04-22 Fungicidal mixtures Pending CN1216437A (en)

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